GB811822A - Para--a-cumylphenol-para-substituted-phenol-formaldehyde resin - Google Patents
Para--a-cumylphenol-para-substituted-phenol-formaldehyde resinInfo
- Publication number
- GB811822A GB811822A GB16604/57A GB1660457A GB811822A GB 811822 A GB811822 A GB 811822A GB 16604/57 A GB16604/57 A GB 16604/57A GB 1660457 A GB1660457 A GB 1660457A GB 811822 A GB811822 A GB 811822A
- Authority
- GB
- United Kingdom
- Prior art keywords
- iii
- para
- phenol
- octyl
- hcl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920001568 phenolic resin Polymers 0.000 title abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 235000011007 phosphoric acid Nutrition 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical class CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 abstract 1
- 240000006240 Linum usitatissimum Species 0.000 abstract 1
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 235000010678 Paulownia tomentosa Nutrition 0.000 abstract 1
- 240000002834 Paulownia tomentosa Species 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 235000004426 flaxseed Nutrition 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical class [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 abstract 1
- 229910052748 manganese Inorganic materials 0.000 abstract 1
- 239000011572 manganese Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 150000002913 oxalic acids Chemical class 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 239000005011 phenolic resin Substances 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 150000003016 phosphoric acids Chemical class 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000001294 propane Substances 0.000 abstract 1
- 235000015096 spirit Nutrition 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Phenolic resins are prepared by heating at 75-250 DEG C. in the presence of an acid catalyst a mixture of (i) p-a -cumyl phenol; (ii) either a p-alkyl substituted phenol wherein the alkyl group has 3-10 carbon atoms or 2.2-bis-(4.41-dihydroxy diphenyl) propane or mixtures thereof; and (iii) formaldehyde, the molar ratio of (i) to (ii) being 0.33 : 0.67 to 0.90 : 0.10 and the molar ratio of (iii) to (i) plus (ii) being 0.5 : 1 to 1.5 : 1. The process is preferably carried out in two stages, first at 85-125 DEG C., then at 200-300 DEG C. The acid catalyst may be H2SO4, HCl, mono-, di- or trichloracetic, phosphoric or oxalic acids. The alkyl group of (ii) may be tertiary butyl, amyl (tertiary), octyl or nonyl; (iii) may be paraformaldehyde or formalin. The resins may be modified with drying oils, e.g. tung or linseed or both. Other optional additives include a grey deck paint pigment, mineral spirits, xylol, nitration toluene, and cobalt, manganese and/or lead naphthenates. In Example (2) a mixture of p-octyl and p-nonyl phenols is used. In Example (11) the resin may be neutralized with triethanolamine. In Example (13) HCl is used as catalyst for the first stage and phosphoric acid for the second stage. Uses.-Coating cans, drums, aircraft or ships.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US811822XA | 1956-07-24 | 1956-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB811822A true GB811822A (en) | 1959-04-15 |
Family
ID=22162593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16604/57A Expired GB811822A (en) | 1956-07-24 | 1957-05-24 | Para--a-cumylphenol-para-substituted-phenol-formaldehyde resin |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB811822A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3014291A1 (en) * | 2013-12-05 | 2015-06-12 | Maria-Dolores Aissatoa N Diaye Boyer | VEGETABLE MATERIAL, HAVING THE FOLLOWING TECHNICITES: LONG LIFE OF 3 YEARS, FLEXIBILITY OF 3 MONTHS. IT CAN BE: GLUE, CUT, TROUTED, PAINTED, COLORFUL / TINTED, FRAGRANCE, LAISSEE AS IT IS |
-
1957
- 1957-05-24 GB GB16604/57A patent/GB811822A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3014291A1 (en) * | 2013-12-05 | 2015-06-12 | Maria-Dolores Aissatoa N Diaye Boyer | VEGETABLE MATERIAL, HAVING THE FOLLOWING TECHNICITES: LONG LIFE OF 3 YEARS, FLEXIBILITY OF 3 MONTHS. IT CAN BE: GLUE, CUT, TROUTED, PAINTED, COLORFUL / TINTED, FRAGRANCE, LAISSEE AS IT IS |
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